# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 05:07:21 2021
#   Inital geometry file: a 79 line input string
#   Ligand name: 1-(3-chlorophenyl)-2,5-dimethyl-pyrrole-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(C(O)=O)c(C)n1c2cccc(Cl)c2
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 PZ8  PZ8  '1-(3-chlorophenyl)-2,5-dimethyl-pyrrole-3-carboxylic acid'  ligand  29  17  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_PZ8
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 PZ8  C4   C   CR6   0   0.265  29.1398   -6.8266  -7.1213
 PZ8  C5   C   CR5   0   0.358  26.8683   -5.9633  -6.7149
 PZ8  C6   C   CH3   0  -0.746  26.2231   -7.0639  -7.4780
 PZ8  C7   C   CR5   0  -0.190  26.3445   -4.8759  -6.0371
 PZ8  C8   C   C     0   0.460  24.9341   -4.5441  -5.9167
 PZ8  C9   C   CR15  0  -0.403  27.4391   -4.1430  -5.4853
 PZ8  C10  C   CR5   0   0.323  28.5868   -4.7870  -5.8313
 PZ8  C11  C   CH3   0  -0.738  30.0052   -4.4727  -5.5180
 PZ8  C12  C   CR16  0  -0.214  29.2755   -8.0698  -6.5194
 PZ8  N    N   NR5   0  -0.599  28.2219   -5.8925  -6.5786
 PZ8  C    C   CR6   0  -0.040  30.1749   -8.9751  -7.0589
 PZ8  O    O   O     0  -0.461  24.0091   -5.1895  -6.3643
 PZ8  C1   C   CR16  0  -0.205  30.9411   -8.6575  -8.1698
 PZ8  C2   C   CR16  0  -0.263  30.7953   -7.4065  -8.7513
 PZ8  C3   C   CR16  0  -0.248  29.8940   -6.4874  -8.2353
 PZ8  O1   O   OH1   0  -0.605  24.7426   -3.4120  -5.2367
 PZ8  CL   CL  CL    0  -0.117  30.3483  -10.5305  -6.3199
 PZ8  H1   H   HCH3  0   0.259  26.1600   -7.9782  -6.8840
 PZ8  H2   H   HCH3  0   0.272  25.2145   -6.7884  -7.7669
 PZ8  H3   H   HCH3  0   0.253  26.7842   -7.3046  -8.3812
 PZ8  H4   H   HCR5  0   0.251  27.3862   -3.2439  -4.8921
 PZ8  H5   H   HCH3  0   0.251  30.5773   -4.1984  -6.4065
 PZ8  H6   H   HCH3  0   0.263  30.0447   -3.6312  -4.8289
 PZ8  H7   H   HCH3  0   0.250  30.5187   -5.3136  -5.0485
 PZ8  H8   H   HCR6  0   0.295  28.6927   -8.3200  -5.6429
 PZ8  H9   H   HCR6  0   0.288  31.6413   -9.3731  -8.5780
 PZ8  H10  H   HCR6  0   0.279  31.3870   -7.1516  -9.6198
 PZ8  H11  H   HCR6  0   0.281  29.7729   -5.5155  -8.6948
 PZ8  H12  H   HOH1  0   0.480  23.7941   -3.2276  -5.1797

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 PZ8  C2   C1   aromatic  1.387  0.020  1.387
 PZ8  C2   C3   aromatic  1.387  0.020  1.387
 PZ8  C1   C    aromatic  1.386  0.020  1.386
 PZ8  C3   C4   aromatic  1.387  0.020  1.387
 PZ8  C6   C5   single    1.487  0.020  1.487
 PZ8  C    CL   single    1.731  0.020  1.731
 PZ8  C    C12  aromatic  1.385  0.020  1.385
 PZ8  C4   C12  aromatic  1.388  0.020  1.388
 PZ8  C4   N    single    1.418  0.020  1.418
 PZ8  C5   N    aromatic  1.362  0.020  1.362
 PZ8  C5   C7   aromatic  1.384  0.020  1.384
 PZ8  N    C10  aromatic  1.383  0.020  1.383
 PZ8  O    C8   double    1.213  0.020  1.213
 PZ8  C7   C8   single    1.454  0.020  1.454
 PZ8  C7   C9   aromatic  1.428  0.020  1.428
 PZ8  C8   O1   single    1.334  0.020  1.334
 PZ8  C10  C9   aromatic  1.361  0.020  1.361
 PZ8  C10  C11  single    1.486  0.020  1.486
 PZ8  C6   H1   single    0.970  0.020  1.090
 PZ8  C6   H2   single    0.970  0.020  1.090
 PZ8  C6   H3   single    0.970  0.020  1.090
 PZ8  C9   H4   single    0.930  0.020  1.080
 PZ8  C11  H5   single    0.970  0.020  1.090
 PZ8  C11  H6   single    0.970  0.020  1.090
 PZ8  C11  H7   single    0.970  0.020  1.090
 PZ8  C12  H8   single    0.930  0.020  1.080
 PZ8  C1   H9   single    0.930  0.020  1.080
 PZ8  C2   H10  single    0.930  0.020  1.080
 PZ8  C3   H11  single    0.930  0.020  1.080
 PZ8  O1   H12  single    0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 PZ8  C3   C4   N    119.89  3.000
 PZ8  N    C4   C12  119.18  3.000
 PZ8  C3   C4   C12  120.93  3.000
 PZ8  N    C5   C7   106.62  3.000
 PZ8  C7   C5   C6   131.97  3.000
 PZ8  N    C5   C6   121.41  3.000
 PZ8  H3   C6   H2   108.30  3.000
 PZ8  H3   C6   H1   107.19  3.000
 PZ8  H2   C6   H1   107.68  3.000
 PZ8  H3   C6   C5   111.43  3.000
 PZ8  H2   C6   C5   110.63  3.000
 PZ8  H1   C6   C5   111.46  3.000
 PZ8  C9   C7   C8   126.47  3.000
 PZ8  C9   C7   C5   107.60  3.000
 PZ8  C8   C7   C5   125.93  3.000
 PZ8  O1   C8   O    121.99  3.000
 PZ8  O1   C8   C7   112.03  3.000
 PZ8  O    C8   C7   125.98  3.000
 PZ8  H4   C9   C10  125.16  3.000
 PZ8  H4   C9   C7   127.07  3.000
 PZ8  C10  C9   C7   107.77  3.000
 PZ8  N    C10  C11  122.32  3.000
 PZ8  C11  C10  C9   130.63  3.000
 PZ8  N    C10  C9   107.05  3.000
 PZ8  H7   C11  H6   107.84  3.000
 PZ8  H7   C11  H5   107.28  3.000
 PZ8  H6   C11  H5   107.58  3.000
 PZ8  H7   C11  C10  112.13  3.000
 PZ8  H6   C11  C10  109.37  3.000
 PZ8  H5   C11  C10  112.44  3.000
 PZ8  H8   C12  C    120.93  3.000
 PZ8  H8   C12  C4   120.38  3.000
 PZ8  C    C12  C4   118.68  3.000
 PZ8  C10  N    C5   110.96  3.000
 PZ8  C10  N    C4   124.24  3.000
 PZ8  C5   N    C4   124.80  3.000
 PZ8  CL   C    C1   119.52  3.000
 PZ8  CL   C    C12  119.08  3.000
 PZ8  C1   C    C12  121.41  3.000
 PZ8  H9   C1   C2   120.44  3.000
 PZ8  H9   C1   C    120.59  3.000
 PZ8  C2   C1   C    118.97  3.000
 PZ8  H10  C2   C3   119.88  3.000
 PZ8  H10  C2   C1   119.45  3.000
 PZ8  C3   C2   C1   120.66  3.000
 PZ8  H11  C3   C2   120.67  3.000
 PZ8  H11  C3   C4   119.99  3.000
 PZ8  C2   C3   C4   119.34  3.000
 PZ8  H12  O1   C8   109.41  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 PZ8  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 PZ8  CONST_02  C1   C    C12  C4      0.00   0.0  0
 PZ8  CONST_03  C7   C5   N    C4    180.00   0.0  0
 PZ8  CONST_04  C9   C10  N    C4    180.00   0.0  0
 PZ8  CONST_07  C9   C10  N    C5      0.00   0.0  0
 PZ8  CONST_08  C10  C9   C7   C5      0.00   0.0  0
 PZ8  CONST_09  C10  N    C5   C7      0.00   0.0  0
 PZ8  CONST_10  N    C10  C9   C7      0.00   0.0  0
 PZ8  CONST_11  N    C5   C7   C9      0.00   0.0  0
 PZ8  CONST_14  C2   C1   C    C12     0.00   0.0  0
 PZ8  CONST_15  C2   C3   C4   C12     0.00   0.0  0
 PZ8  CONST_16  C2   C3   C4   N     180.00   0.0  0
 PZ8  CONST_17  C    C12  C4   N     180.00   0.0  0
 PZ8  CONST_18  C3   C2   C1   C       0.00   0.0  0
 PZ8  CONST_19  C3   C4   C12  C       0.00   0.0  0
 PZ8  CONST_20  CL   C    C12  C4    180.00   0.0  0
 PZ8  CONST_21  C6   C5   N    C4      0.00   0.0  0
 PZ8  CONST_22  C11  C10  N    C4      0.00   0.0  0
 PZ8  CONST_23  C11  C10  N    C5    180.00   0.0  0
 PZ8  CONST_24  C10  N    C5   C6    180.00   0.0  0
 PZ8  CONST_25  C9   C7   C5   C6    180.00   0.0  0
 PZ8  CONST_26  C11  C10  C9   C7    180.00   0.0  0
 PZ8  CONST_27  N    C5   C7   C8    180.00   0.0  0
 PZ8  CONST_28  C10  C9   C7   C8    180.00   0.0  0
 PZ8  CONST_29  CL   C    C1   C2    180.00   0.0  0
 PZ8  CONST_30  H10  C2   C3   C4    180.00   0.0  0
 PZ8  CONST_31  H4   C9   C7   C5    180.00   0.0  0
 PZ8  CONST_32  H9   C1   C    C12   180.00   0.0  0
 PZ8  CONST_33  H11  C3   C4   C12   180.00   0.0  0
 PZ8  CONST_34  H8   C12  C4   N       0.00   0.0  0
 PZ8  CONST_35  H12  O1   C8   C7    180.00   0.0  0
 PZ8  Var_01    O    C8   C7   C5      1.95  30.0  2
 PZ8  Var_02    H1   C6   C5   C7   -100.40  30.0  2
 PZ8  Var_03    H5   C11  C10  C9   -113.66  30.0  2

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 PZ8  plan-1  C4   0.020
 PZ8  plan-1  C5   0.020
 PZ8  plan-1  C6   0.020
 PZ8  plan-1  C7   0.020
 PZ8  plan-1  C8   0.020
 PZ8  plan-1  C9   0.020
 PZ8  plan-1  C10  0.020
 PZ8  plan-1  C11  0.020
 PZ8  plan-1  N    0.020
 PZ8  plan-1  H4   0.020
 PZ8  plan-2  C4   0.020
 PZ8  plan-2  C12  0.020
 PZ8  plan-2  N    0.020
 PZ8  plan-2  C    0.020
 PZ8  plan-2  C1   0.020
 PZ8  plan-2  C2   0.020
 PZ8  plan-2  C3   0.020
 PZ8  plan-2  CL   0.020
 PZ8  plan-2  H8   0.020
 PZ8  plan-2  H9   0.020
 PZ8  plan-2  H10  0.020
 PZ8  plan-2  H11  0.020
 PZ8  plan-3  C7   0.020
 PZ8  plan-3  C8   0.020
 PZ8  plan-3  O    0.020
 PZ8  plan-3  O1   0.020
 PZ8  plan-3  H12  0.020

